30 thoughts on “Are chukkas out at this point? They were huge like 10 years ago but fell off.

  1. Anonymous says:

    I have never seen anyone wear chukkas without also wearing the skinniest jeans money can buy, probably also selvedge. So yes, pure 2014-core in a bad way. Remember you’re trying to dress timelessly so your kids will look back at old photos of you and think you were /fashion/

    • Anonymous says:

      Not going to work. You are clearly adolescent or just emerging out of it.

      The best shot at minimizing embarrassment is to only go 80% trend.

      • Anonymous says:

        I’ve been working full time for 6 years stupid. I work in tech and everyone wears jeans and a t shirt to work.

      • Anonymous says:

        I have to wear things like chukka boots, otherwise I’ll look 22 at 38 years of age. A lot of alcoholic out of shape guys out there start addressing me as boy unless I dress more adult. They can’t wrap their head around healthy aging speed. It’s like you have to ruin your body or be 55 before you escape teenage.

    • Anonymous says:

      ngl chukkas look pretty bad without a heavily tapered leg opening on your pants.

      i like desert boots with the rough part of the leather outward; when they’re glossy they look pretty stomp-clap-hey

      they look much better rough-out agreed.

      • Anonymous says:

        >ngl chukkas look pretty bad without a heavily tapered leg opening on your pants.
        all jeans should have been tapered from the start. It looks the best and it’s the most functional.

    • Anonymous says:

      >Remember you’re trying to dress timelessly so your kids will look back at old photos of you and think you were /fashion/
      Never really approached fashion like this but this is a great way to think of it

  2. Anonymous says:

    MFA memed me into buying these 10 years ago. would NOT recommend, they are honestly ugly, clunky looking shoes and not versatile at all looks-wise. they only look okay with smart casual or workwear and there are better choices for these styles too.
    just buy some black combat boots or chelseas, both infinitely more versatile and better-looking than these brown peasant shoes

  3. Anonymous says:

    i thought they were hideous back then and i still think they are
    really though i think any non work/hiking/purpose boot is pretty gay. like signals that you like to get hecked in the ass gay. especially chelseas.

    • Anonymous says:

      >really though i think any non work/hiking/purpose boot is pretty gay.
      chelseas have a purpose. it wasn’t acceptable to wear sneakers in public when they were invented so they were the next best thing.
      also popular as an equestrian boot when paired with half chaps. you can simply remove the chaps and go about your day without changing boots.

  4. Anonymous says:

    would these look well if i try to achieve a bohemian burglar william s. burroughs/jack black inspired fit?
    Something something a Chinaski kind of guy would wear, like just black trousers and a black/brown sweater?

  5. Anonymous says:

    i like desert boots with the rough part of the leather outward; when they’re glossy they look pretty stomp-clap-hey

  6. ࿇ C Œ M G E N V S ࿇ says:

    CHUKKA BOOTS ARE EIGHTY YEARS OLD, AND STILL IN USE; THEY MAY, INTERMITTENTLY, LIKE ANYTHING ELSE, «GO OUT OF VOGUE», BUT THEY WILL NEVER «GO OUT OF STYLE»: TIMELESS SHOE.

  7. Anonymous says:

    theyre redditcore as heck, meant to look like an inbetween of rugged and le classy menswear.
    i fell for the meme and only like to wear them in the summer with shorts to level up my bumcore

  8. ࿇ C Œ M G E N V S ࿇ says:

    THE CHUKKA BOOT IS THE ONLY ONE GOOD THING THAT BRITISHERS HAVE EVER MADE THAT HAS IMPROVED THE WORLD.

  9. Anonymous says:

    Funny i tried these on in person 10yrs ago and it looked like ass. Theyre too wide and flappy for anyone under 5’10 unless thats the look youre going for

    • Anonymous says:

      forgot to add that I think suede or roughout looks infinitely better than smooth leather on chukkas. It adds some visual interest to an otherwise vast expanse of plain leather

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